# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 15:52:14 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)OC[C@@H](CO[P](O)(=O)OC[C@H](O)CO)OC(=O)CCCCC
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 44G  44G  '(2S)-3-{[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-(hexanoyloxy)propyl hexanoate'  ligand  64  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_44G
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 44G  C32  C  CH2   0  -0.590  -0.2304   1.5986   0.4541
 44G  C31  C  C     0   0.608   0.1864   0.4116  -0.3670
 44G  O31  O  O     0  -0.442   0.0889   0.3252  -1.5631
 44G  O2   O  O2    0  -0.467   0.6973  -0.5480   0.4093
 44G  C2   C  CH1   0  -0.066   1.0523  -1.8055  -0.1558
 44G  C1   C  CH2   0  -0.176   0.0005  -2.8210   0.2518
 44G  O3P  O  O2    0  -0.581  -1.2676  -2.3918  -0.2425
 44G  P    P  P     0   1.470  -2.4604  -2.0295   0.7544
 44G  O1P  O  O     0  -0.697  -2.1232  -1.2554   1.9626
 44G  O2P  O  OH1   0  -0.737  -3.1539  -3.4048   1.1799
 44G  O4P  O  O2    0  -0.575  -3.4063  -1.3296  -0.3177
 44G  C4   C  CH2   0  -0.185  -4.7218  -0.9180   0.0719
 44G  C5   C  CH1   0  -0.042  -5.1989   0.1652  -0.8799
 44G  O5   O  OH1   0  -0.645  -4.3708   1.3006  -0.8551
 44G  C6   C  CH2   0  -0.165  -6.6506   0.4962  -0.5678
 44G  O6   O  OH1   0  -0.666  -7.1136   1.4271  -1.5133
 44G  C10  C  CH2   0  -0.171   2.4084  -2.1991   0.3854
 44G  O1   O  O2    0  -0.461   3.3403  -1.2378  -0.0985
 44G  C12  C  C     0   0.610   4.6077  -1.3471   0.2970
 44G  C13  C  CH2   0  -0.583   5.4565  -0.2445  -0.2720
 44G  O3   O  O     0  -0.448   4.9942  -2.2280   1.0222
 44G  H1   H  HCH2  0   0.268  -0.7955   1.2361   1.3171
 44G  H2   H  HCH2  0   0.276   0.6747   2.0592   0.8651
 44G  H4   H  HCH1  0   0.275   1.0959  -1.7412  -1.2454
 44G  H5   H  HCH2  0   0.271   0.2271  -3.7890  -0.1960
 44G  H6   H  HCH2  0   0.249  -0.0081  -2.9462   1.3377
 44G  H7   H  HOH1  0   0.497  -3.3843  -4.0039   0.4564
 44G  H8   H  HCH2  0   0.248  -5.3970  -1.7757   0.0302
 44G  H9   H  HCH2  0   0.238  -4.7203  -0.5407   1.1002
 44G  H10  H  HCH1  0   0.246  -5.1444  -0.2234  -1.9022
 44G  H11  H  HOH1  0   0.445  -4.4109   1.6974   0.0219
 44G  H12  H  HCH2  0   0.204  -7.2366  -0.4317  -0.5895
 44G  H13  H  HCH2  0   0.200  -6.7186   0.8887   0.4577
 44G  H14  H  HOH1  0   0.457  -8.0101   1.6759  -1.2718
 44G  H15  H  HCH2  0   0.251   2.4020  -2.2152   1.4782
 44G  H16  H  HCH2  0   0.255   2.6662  -3.2001   0.0312
 44G  H17  H  HCH2  0   0.274   5.3288  -0.2395  -1.3590
 44G  H18  H  HCH2  0   0.276   5.0454   0.7098   0.0738
 44G  C3   C  CH2   0  -0.431  -1.0423   2.6161  -0.3305
 44G  C7   C  CH2   0  -0.411  -1.4630   3.7987   0.5315
 44G  C8   C  CH2   0  -0.419  -2.3297   4.7995  -0.2235
 44G  C9   C  CH3   0  -0.662  -2.7230   5.9981   0.6278
 44G  C11  C  CH2   0  -0.417   6.9280  -0.3556   0.0934
 44G  C14  C  CH2   0  -0.410   7.7492   0.7770  -0.5094
 44G  C15  C  CH2   0  -0.419   9.2311   0.6824  -0.1673
 44G  C16  C  CH3   0  -0.663  10.0478   1.8147  -0.7739
 44G  H3   H  HCH2  0   0.223  -0.4634   2.9764  -1.1849
 44G  H19  H  HCH2  0   0.232  -1.9309   2.1298  -0.7397
 44G  H20  H  HCH2  0   0.209  -2.0115   3.4403   1.4100
 44G  H21  H  HCH2  0   0.212  -0.5722   4.3060   0.9180
 44G  H22  H  HCH2  0   0.212  -1.7941   5.1396  -1.1151
 44G  H23  H  HCH2  0   0.210  -3.2301   4.2936  -0.5863
 44G  H24  H  HCH3  0   0.216  -3.2940   5.6882   1.5053
 44G  H25  H  HCH3  0   0.216  -1.8407   6.5337   0.9840
 44G  H26  H  HCH3  0   0.227  -3.3359   6.7055   0.0683
 44G  H27  H  HCH2  0   0.225   7.0429  -0.3482   1.1805
 44G  H28  H  HCH2  0   0.225   7.3229  -1.3142  -0.2538
 44G  H29  H  HCH2  0   0.211   7.6283   0.7778  -1.5982
 44G  H30  H  HCH2  0   0.212   7.3575   1.7387  -0.1600
 44G  H31  H  HCH2  0   0.212   9.3524   0.6833   0.9203
 44G  H32  H  HCH2  0   0.212   9.6221  -0.2785  -0.5157
 44G  H33  H  HCH3  0   0.216   9.9622   1.8220  -1.8623
 44G  H34  H  HCH3  0   0.217   9.7061   2.7859  -0.4115
 44G  H35  H  HCH3  0   0.227  11.1061   1.7240  -0.5267

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 44G  O6   C6   single  1.405  0.020  1.405
 44G  C6   C5   single  1.521  0.020  1.521
 44G  C1   C2   single  1.518  0.020  1.518
 44G  C1   O3P  single  1.427  0.020  1.427
 44G  C5   O5   single  1.406  0.020  1.406
 44G  C5   C4   single  1.519  0.020  1.519
 44G  C2   C10  single  1.512  0.020  1.512
 44G  C2   O2   single  1.424  0.020  1.424
 44G  O31  C31  double  1.203  0.020  1.203
 44G  O1P  P    double  1.474  0.020  1.474
 44G  O4P  C4   single  1.432  0.020  1.432
 44G  O4P  P    single  1.592  0.020  1.592
 44G  C31  C32  single  1.502  0.020  1.502
 44G  C31  O2   single  1.336  0.020  1.336
 44G  C10  O1   single  1.424  0.020  1.424
 44G  P    O3P  single  1.596  0.020  1.596
 44G  P    O2P  single  1.598  0.020  1.598
 44G  O3   C12  double  1.205  0.020  1.205
 44G  O1   C12  single  1.332  0.020  1.332
 44G  C12  C13  single  1.503  0.020  1.503
 44G  C32  H1   single  0.970  0.020  1.090
 44G  C32  H2   single  0.970  0.020  1.090
 44G  C2   H4   single  0.970  0.020  1.090
 44G  C1   H5   single  0.970  0.020  1.090
 44G  C1   H6   single  0.970  0.020  1.090
 44G  O2P  H7   single  0.850  0.020  0.980
 44G  C4   H8   single  0.970  0.020  1.090
 44G  C4   H9   single  0.970  0.020  1.090
 44G  C5   H10  single  0.970  0.020  1.090
 44G  O5   H11  single  0.850  0.020  0.980
 44G  C6   H12  single  0.970  0.020  1.090
 44G  C6   H13  single  0.970  0.020  1.090
 44G  O6   H14  single  0.850  0.020  0.980
 44G  C10  H15  single  0.970  0.020  1.090
 44G  C10  H16  single  0.970  0.020  1.090
 44G  C13  H17  single  0.970  0.020  1.090
 44G  C13  H18  single  0.970  0.020  1.090
 44G  C32  C3   single  1.520  0.020  1.520
 44G  C3   C7   single  1.523  0.020  1.523
 44G  C7   C8   single  1.524  0.020  1.524
 44G  C8   C9   single  1.522  0.020  1.522
 44G  C13  C11  single  1.520  0.020  1.520
 44G  C11  C14  single  1.523  0.020  1.523
 44G  C14  C15  single  1.524  0.020  1.524
 44G  C15  C16  single  1.522  0.020  1.522
 44G  C3   H3   single  0.970  0.020  1.090
 44G  C3   H19  single  0.970  0.020  1.090
 44G  C7   H20  single  0.970  0.020  1.090
 44G  C7   H21  single  0.970  0.020  1.090
 44G  C8   H22  single  0.970  0.020  1.090
 44G  C8   H23  single  0.970  0.020  1.090
 44G  C9   H24  single  0.970  0.020  1.090
 44G  C9   H25  single  0.970  0.020  1.090
 44G  C9   H26  single  0.970  0.020  1.090
 44G  C11  H27  single  0.970  0.020  1.090
 44G  C11  H28  single  0.970  0.020  1.090
 44G  C14  H29  single  0.970  0.020  1.090
 44G  C14  H30  single  0.970  0.020  1.090
 44G  C15  H31  single  0.970  0.020  1.090
 44G  C15  H32  single  0.970  0.020  1.090
 44G  C16  H33  single  0.970  0.020  1.090
 44G  C16  H34  single  0.970  0.020  1.090
 44G  C16  H35  single  0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 44G  C3   C32  H2   110.70  3.000
 44G  C3   C32  H1   110.68  3.000
 44G  H2   C32  H1   105.68  3.000
 44G  C3   C32  C31  113.27  3.000
 44G  H2   C32  C31  107.94  3.000
 44G  H1   C32  C31  108.23  3.000
 44G  O2   C31  O31  123.86  3.000
 44G  O2   C31  C32  110.86  3.000
 44G  O31  C31  C32  125.28  3.000
 44G  C2   O2   C31  119.95  3.000
 44G  H4   C2   C10  109.67  3.000
 44G  H4   C2   C1   109.57  3.000
 44G  C10  C2   C1   110.56  3.000
 44G  H4   C2   O2   110.73  3.000
 44G  C10  C2   O2   108.15  3.000
 44G  C1   C2   O2   108.15  3.000
 44G  H6   C1   H5   107.93  3.000
 44G  H6   C1   O3P  111.81  3.000
 44G  H5   C1   O3P  108.03  3.000
 44G  H6   C1   C2   110.42  3.000
 44G  H5   C1   C2   109.85  3.000
 44G  O3P  C1   C2   108.75  3.000
 44G  P    O3P  C1   121.06  3.000
 44G  O4P  P    O2P  107.45  3.000
 44G  O2P  P    O1P  109.45  3.000
 44G  O4P  P    O1P  117.20  3.000
 44G  O2P  P    O3P  107.17  3.000
 44G  O4P  P    O3P   97.08  3.000
 44G  O1P  P    O3P  117.40  3.000
 44G  H7   O2P  P    115.93  3.000
 44G  C4   O4P  P    119.27  3.000
 44G  H9   C4   H8   107.89  3.000
 44G  H9   C4   C5   110.07  3.000
 44G  H8   C4   C5   109.99  3.000
 44G  H9   C4   O4P  110.68  3.000
 44G  H8   C4   O4P  109.36  3.000
 44G  C5   C4   O4P  108.84  3.000
 44G  H10  C5   C6   108.44  3.000
 44G  H10  C5   O5   105.89  3.000
 44G  C6   C5   O5   112.51  3.000
 44G  H10  C5   C4   108.44  3.000
 44G  O5   C5   C4   112.33  3.000
 44G  C6   C5   C4   109.05  3.000
 44G  H11  O5   C5   108.92  3.000
 44G  H13  C6   H12  106.68  3.000
 44G  H13  C6   O6   111.75  3.000
 44G  H12  C6   O6   111.77  3.000
 44G  H13  C6   C5   109.14  3.000
 44G  H12  C6   C5   108.75  3.000
 44G  O6   C6   C5   108.69  3.000
 44G  H14  O6   C6   108.03  3.000
 44G  H16  C10  H15  108.19  3.000
 44G  H16  C10  O1   110.73  3.000
 44G  H15  C10  O1   110.71  3.000
 44G  H16  C10  C2   109.51  3.000
 44G  H15  C10  C2   110.88  3.000
 44G  O1   C10  C2   106.83  3.000
 44G  C12  O1   C10  117.80  3.000
 44G  O3   C12  C13  125.66  3.000
 44G  C13  C12  O1   111.39  3.000
 44G  O3   C12  O1   122.95  3.000
 44G  C11  C13  H18  110.56  3.000
 44G  C11  C13  H17  110.60  3.000
 44G  H18  C13  H17  105.41  3.000
 44G  C11  C13  C12  113.70  3.000
 44G  H18  C13  C12  107.92  3.000
 44G  H17  C13  C12  108.26  3.000
 44G  H19  C3   H3   106.54  3.000
 44G  H19  C3   C7   109.46  3.000
 44G  H3   C3   C7   109.44  3.000
 44G  H19  C3   C32  109.26  3.000
 44G  H3   C3   C32  109.95  3.000
 44G  C7   C3   C32  112.04  3.000
 44G  H21  C7   H20  106.00  3.000
 44G  H21  C7   C8   109.45  3.000
 44G  H20  C7   C8   109.10  3.000
 44G  H21  C7   C3   109.56  3.000
 44G  H20  C7   C3   109.76  3.000
 44G  C8   C7   C3   112.75  3.000
 44G  H23  C8   H22  106.03  3.000
 44G  H23  C8   C9   109.68  3.000
 44G  H22  C8   C9   109.73  3.000
 44G  H23  C8   C7   109.17  3.000
 44G  H22  C8   C7   109.23  3.000
 44G  C9   C8   C7   112.77  3.000
 44G  H26  C9   H25  107.66  3.000
 44G  H26  C9   H24  107.61  3.000
 44G  H25  C9   H24  107.44  3.000
 44G  H26  C9   C8   111.66  3.000
 44G  H25  C9   C8   111.10  3.000
 44G  H24  C9   C8   111.18  3.000
 44G  H28  C11  H27  106.49  3.000
 44G  H28  C11  C14  109.36  3.000
 44G  H27  C11  C14  109.37  3.000
 44G  H28  C11  C13  109.72  3.000
 44G  H27  C11  C13  109.89  3.000
 44G  C14  C11  C13  111.86  3.000
 44G  H30  C14  H29  106.07  3.000
 44G  H30  C14  C15  109.31  3.000
 44G  H29  C14  C15  109.30  3.000
 44G  H30  C14  C11  109.50  3.000
 44G  H29  C14  C11  109.53  3.000
 44G  C15  C14  C11  112.91  3.000
 44G  H32  C15  H31  106.11  3.000
 44G  H32  C15  C16  109.55  3.000
 44G  H31  C15  C16  109.63  3.000
 44G  H32  C15  C14  109.30  3.000
 44G  H31  C15  C14  109.32  3.000
 44G  C16  C15  C14  112.71  3.000
 44G  H35  C16  H34  107.61  3.000
 44G  H35  C16  H33  107.62  3.000
 44G  H34  C16  H33  107.49  3.000
 44G  H35  C16  C15  111.62  3.000
 44G  H34  C16  C15  111.19  3.000
 44G  H33  C16  C15  111.11  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 44G  Var_01  C8   C7   C3   C32  -177.50  30.0  3
 44G  Var_02  C7   C3   C32  C31   179.35  30.0  3
 44G  Var_03  C3   C32  C31  O31    10.84  30.0  3
 44G  Var_04  O1P  P    O3P  C1     41.84  30.0  1
 44G  Var_05  C5   C4   O4P  P     157.80  30.0  3
 44G  Var_06  O3   C12  O1   C10     1.15  30.0  3
 44G  Var_07  C11  C13  C12  O1   -177.28  30.0  3
 44G  Var_08  C14  C11  C13  C12   179.73  30.0  3
 44G  Var_09  C15  C14  C11  C13  -179.53  30.0  3
 44G  Var_10  C9   C8   C7   C3   -178.64  30.0  3
 44G  Var_11  C16  C15  C14  C11   179.89  30.0  3
 44G  Var_12  H5   C1   O3P  P     123.85  30.0  1
 44G  Var_13  H15  C10  O1   C12    56.44  30.0  1
 44G  Var_14  H24  C9   C8   C7    -60.23  30.0  3
 44G  Var_15  H33  C16  C15  C14   -59.28  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 44G  chir_01  C2  C1   C10  O2   positiv
 44G  chir_03  C5  O5   C6   C4   positiv
 44G  chir_04  P   O4P  O3P  O2P  both

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 44G  plan-1  C32  0.020
 44G  plan-1  C31  0.020
 44G  plan-1  O31  0.020
 44G  plan-1  O2   0.020
 44G  plan-2  O1   0.020
 44G  plan-2  C12  0.020
 44G  plan-2  C13  0.020
 44G  plan-2  O3   0.020

